双功能离子液体诱导喹啉与芳基三氮烯的C-H电化学芳基化反应

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC
Chenyu Li, Wei Xu, Bin Wang, Ziren Chen, Yu Xia, Shaofeng Wu, Weiwei Jin, Chenjiang Liu* and Yonghong Zhang*, 
{"title":"双功能离子液体诱导喹啉与芳基三氮烯的C-H电化学芳基化反应","authors":"Chenyu Li,&nbsp;Wei Xu,&nbsp;Bin Wang,&nbsp;Ziren Chen,&nbsp;Yu Xia,&nbsp;Shaofeng Wu,&nbsp;Weiwei Jin,&nbsp;Chenjiang Liu* and Yonghong Zhang*,&nbsp;","doi":"10.1021/acs.joc.5c0046010.1021/acs.joc.5c00460","DOIUrl":null,"url":null,"abstract":"<p >An efficient bifunctional ionic-liquid-induced electrochemical C–H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1<i>H</i>)-ones, quinoxaline and 2-methyldibenzo[<i>f,h</i>]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 20","pages":"6891–6896 6891–6896"},"PeriodicalIF":3.3000,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes\",\"authors\":\"Chenyu Li,&nbsp;Wei Xu,&nbsp;Bin Wang,&nbsp;Ziren Chen,&nbsp;Yu Xia,&nbsp;Shaofeng Wu,&nbsp;Weiwei Jin,&nbsp;Chenjiang Liu* and Yonghong Zhang*,&nbsp;\",\"doi\":\"10.1021/acs.joc.5c0046010.1021/acs.joc.5c00460\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >An efficient bifunctional ionic-liquid-induced electrochemical C–H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1<i>H</i>)-ones, quinoxaline and 2-methyldibenzo[<i>f,h</i>]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 20\",\"pages\":\"6891–6896 6891–6896\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-05-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c00460\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c00460","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

研究了一种离子-液体诱导喹啉与芳基三氮烯的高效双官能团电化学C-H芳化反应。该反应利用芳基三氮烯作为稳定的芳基化试剂,离子液体作为促进剂和电解质。在温和、无金属和无氧化剂的条件下,以中等到优异的收率组装了各种芳基化喹啉-2(1H)- 1、喹啉和2-甲基二苯并[f,h]喹啉。该方案具有操作简单、官能团耐受性好、选择性好、产品衍生性好、批量和连续流工艺中克级合成实用等特点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

An efficient bifunctional ionic-liquid-induced electrochemical C–H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes aryltriazenes as stable arylation reagents and ionic liquids as promoter and electrolyte. Various arylated quinoxalin-2(1H)-ones, quinoxaline and 2-methyldibenzo[f,h]quinoxaline were assembled in modest to excellent yields under mild, metal- and oxidant-free conditions. The developed protocol features simple operation, good functional group tolerance, good selectivity, product derivatization, and practical gram-scale synthesis in batch and continuous-flow processes.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信